Weston's building stock consists mostly of Victorian homes east of the railway with apartment and condominium towers on Weston Road overlooking the Humber River valley. Weston's main shopping district is located on Weston Road between Church Street in the north and Wilby Crescent (just south of Lawrence Avenue) in the south. Most buildings in this area reflect early-mid-20th century Ontario town architecture, brick buildings with decorative masonry. The area has a noteworthy library (previously a Mechanics' Institute and Carnegie library). The community is dotted with grand old churches with architectural significance. There has been a recent move in Weston to designate certain areas as a historical district.[3]

Most streets in Weston are lined with tall mature trees, some well over 100 years old. This is more common east of the railway tracks. Recently,[when?] there has been some infill development on former industrial and commercial lands bringing some new housing stock to the area. On April 26, 2013, a fire was accidentally started at 2304 Weston Road, due to tar during roof construction.

The town of Weston grew, and over the 19th century became an important industrial centre for the Toronto area. The symbol adopted for the town, an outline of an old-fashioned bicycle, was based on this history of manufacturing and especially the old CCM bicycle factory on Lawrence Avenue just east of Weston Road. Models of bicycles now hang from the streetlights along Weston Road.

Weston was incorporated as a village in 1881, and then as a town in 1914. In 1914, the town also saw the opening of Weston Public Library, a Carnegie library. This building is now recognized with heritage status.

In October 1954, Hurricane Hazel flooded the Humber River valley, causing death and destruction of property.[5] In response, low-lying areas in the Humber River valley were converted to parkland and property zoning standards were changed across Ontario to avoid building encroachment on floodplains. There is a memorial in the south end of Lions Park near a pedestrian bridge which incorporates the original footing of a bridge that once crossed the Humber. The other footing of the bridge is the square chunk of concrete that is in the middle of the river nearby.

The Union Pearson Express between Toronto Pearson International Airport and Union Station downtown was a hot political issue in Weston. It had originally been proposed for completion by 2009. Weston is currently a station stop on the Kitchener line operated by GO Transit and additional airport trains would stop there. The link would see the construction of three additional tracks through the neighbourhood and increased rail traffic more than fourfold. Community activists worried about how the link would sever the community (vehicle traffic on one street will be permanently blocked from crossing the tracks, replaced by a pedestrian bridge) and the possibility of lower future property values due to increased noise and diesel fumes.

It was an issue during the Canadian federal election held on January 23, 2006, when incumbent Liberal Member of Parliament, Alan Tonks, supported the link, while the other candidates opposed it. It was also an issue in the February 2007 provincial by-election, where all local candidates came out against the link, but which was still supported by the governing Liberals. The Weston Community Coalition (WCC) had proposed a subway line as an alternative to run through the Weston rail corridor to the airport that would have stops along the way which would serve many communities throughout Toronto and be operated by the TTC rather than a private company. Various other alternatives were presented by community activists such as an Eglinton subway to the airport, an LRT alternative, or a route down Highway 427.

In the end, the tracks went into a trench with bridges overhead to prevent bisecting the neighbourhood.[6] A "rail deck park" allowed the expansion of a Toronto Catholic school playground over the tracks.[7]

In 2016, the Weston neighbourhood was home to 17,992 residents. [8] 60% of the population speak English as their first language, 6.4% speak Spanish, 4.8% speak Portuguese, 4.3% speak Somali and 3.1% speak Italian.

As of January 2012,[16] all TTC bus routes serving Weston are accessible. Routes 52 and 352 were the final TTC bus routes to be made accessible, with the retirement of the last GMC New Look "Fishbowl" buses in December 2011. Although all bus routes are accessible, individual stops along the routes may not meet accessibility standards.

The Weston Farmers' Market opens weekly from mid-May to the end of October near the centre of Weston.[17] The Weston BIA also hosts a Harvest Festival around Thanksgiving in October, and the Weston Santa Claus Parade each November.[18]

Weston has many small parks throughout but most notable is Cruickshank Park in the Humber River valley with many mature trees and paved bicycle paths[19] lined with large weeping willow trees. The bicycle path continues south to Lake Ontario. Sometimes salmon can be seen swimming upstream in the river. The park has a population of beaver as can be seen from the tell-tale marks left behind on trees. In order to protect some trees, park staff have wrapped the tree trunks with wire screen in some areas. There are also some frogs closer to the water's edge and garter snakes hidden away in the more secluded areas. Canada geese, loons, mallards and seagulls are a common sight. Herons have also been spotted looking for fish in the river. In some areas of the park, you can see exposed sedimentary rock in the walls of the valley, made visible by the action of glaciers that carved out the valley during the last glacial period about 20,000 years ago. The same rock was used to build many stone retaining walls throughout the town; an example of this use can be seen on the south end of the Lawrence Avenue bridge in the north end of Lions Park.

Weston Lions Park, located south of Lawrence Avenue, fills 22.13 acres (89,600 m2) and contains facilities for playing football, rugby union, soccer, tennis, and baseball, as well as an ice rink, swimming pool, basketball court and skatepark.[20]